Five Days of Denim Cut-Offs

So what if it’s Labor Day? We’re in it for the long haul


Say what you will about denim cut-offs. They’re not flattering, utterly un-chic, a terrible testament to style in America, and in direct relation to myself, they sure do accentuate my FUPA in what is perhaps the most grotesque display of soft fat unconventionally deposited in a region that is neither vagina nor stomach. As far as I am concerned, though, I am not now, nor will I in the near future be over “it.”

And you may think we have to call it quits fairly soon – after all, the jort is historically an emblem of hot summer days – but not so fast, eh? I plan with conviction to take my selection of denim cut-offs into the fall with me. Starting right now with a look at what I want to call a September-appropriate, week-long outfitting routine.

Using five different pair of shorts, I’ve put together five separate looks that, sure, won’t keep you warm, per se, but contrary to the eery associations Labor Day Weekend brings on, we’ve still got a healthy 20 days under our summer-infused belt. Margaritasย for everyone! Horchata for no one.

As for the outfits, a little sausage making:

Outfit #1 includes a pair of slim Rebecca Minkoff shorts that tend to pair really well with oversize, tent-like blouses which, of course, look even better when cloaked in – you guessed it! – more denim. Sticking to theme of this post, I make sure to wear ruby red slippers so in the event it becomes unseasonably cold too soon, I can just tap them together and remind the universe that there’s no place like home. When it’s warm. (Shipley and Halmos denim shirt, Sacai blouse, Valentino shoes.)

Outfit #2 features a pair of looser fit, high waist cut offs of the J Brand variety, paired with a red football style long sleeve tee from Isabel Marant’s S/S 2012 collection. In layering a slightly regal red blazer (you may recognize it from this here book jacket) over the red top and including a pair of satin and suede pink heels that look like a double decker bus teaching the art of hula to its tourists, I think I’ve been able to make the shorts slightly more fancy. You be the judge, eh? (Acne blazer, Giambattista Valli heels which were a cool $120 Yoox score last spring).

In outfit #3, I think I do a better job thinking a head while pairing a knit sweater from American Apparel with another pair of longer, ripped, cuffed J Brand cut offs and a collar that creates the illusion of an under blouse by Anne Fontaine. The jury is still out on whether I should actually wear these white Isabel Marant booties with the outfit–something tells me the loafers in outfit #4 might fare better.

Which, of course, brings us to it. Here’s my I-wish-I-were-Alexa-Chung inspired iteration, using lighter wash but still high waist denim cut offs by Levi’s with a white blouse featurning a plaid collar by Preen, a – the – leather jacket by Blk Denim and the velvet loafers that have afforded me the opportunity to knight myself a Salty Pimp. (Big Gay Ice Cream Shop, anyone?)

And finally, because often denim cut-offs are ridiculed and renamed denim underwear, I thought why not actually use them as underwear? In this look, I’ve paired my shortest shorts (also Levi’s) with a white Simone Rocha dress and Brian Atwood heels. The clutch is not necessary though when an opportunity to boast a frivolous mustache presents itself, why not seize the moment? Essentially, I was like, car-paaaaay diem!

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  • rhodawong
  • Iliyana Licheva

    you rock those shorts! love it!

  • Much More Than Words

    All looks are very different but all are beautiful ๐Ÿ™‚


  • I just want your red valentino shoes, they are so beautiful!

    • Paola

      Zara has a similar pair ๐Ÿ˜‰

  • Rocket

    That last outfit is to die for. I would wear it in all the wrong situations and enjoy it immensely.

  • Hanne

    As much as i love the brain massages, i really love posts like this one. Great, thanks!

  • Annie

    self-deprecating FUPA jokes not necessary you are tiny and look great!!

  • Oliver Lips
  • Elisa Taviti

    Amazing my lovely!
    You rock! ๐Ÿ˜‰

    My Fantabulous World

  • What to wear

    I wonder if there’s an actual job where the uniform was denim cut-off’s….

  • Kinda makes me want to make some cutoffs….

  • Idalia

    those Valentinos<3 omg love!

  • Bridget

    Love it so much!

  • Allison

    couldn’t agree with you anymore, Leandra.

    Long live the denim short short!

  • kc

    your latest style posts have been fucking killer! your style has always been great but my favorite thing about your style when you first started this blog was the way that you transform feminine prints, styles, and silhouettes into completely different looks! Love the mix matching and layering of these outfits!

  • =^..^=

    “I see LONDON, I see FRANCE: I see Leandra’s ….. DENIM SHORTS ?!”

    The penultimate pic is precious.

    Nice undies, Sis … ๐Ÿ˜€

  • CarolinaG

    I loved it!
    I’m posting looks from L.A. and Malibu:

  • jas

    LOVE IT. can’t live without my cut-offs. i think the last outfit is my favourite – and those shoes!

    reckless abandon blog

  • Carpe denim.

    Oh the puns.

  • Marta

    Look number one equals, lady priest from the hip upwards! xx

  • Laura alcatela

    Hi! you rock! can you tell me where is the clutch with the mustache from? I found it amazing.

    • Leandra Medine

      Hey! It’s Kotur.

      • Laura alcatela

        Awesome! Thanks!

  • Paula McClelland

    You do the hard work MR so we don’t have to!

    โ™ฅ Paula Shoe Fiend.

  • I’m in love with the last look. It’s just so unexpected that you paired the dress with cut offs. Obsessed.

    – Juliana

  • Alletta

    Yes! under a dress!! Why the hell not!! Well done!!

  • Love, love, love!

    Mafalda โค

  • Avery

    This post is reminicient of your old “Lessons in Layering” posts, which I always appreciated immensely. It seemed like a bit of magic was always involved. At any rate, if you ever feel the need to give some more lessons… *wink* *wink* *nudge* *nudge*

  • You make me reconsider the fact that I put my Levi’s shorts on a pile to sell at the next flea market I go to ๐Ÿ™‚ Very cool looks, wish I had that awesome Preen shirt in you Alexa Chung inspired look!

    xoxo Iris


  • hil

    i love everything about this post except the boots with the outfit in look #3. AH!!! <3

  • Katie

    Best. Outfits. Ever.

  • Becca Barton

    Unrelated, but on a quick first glance, it most definitely looked like the graffiti in the first picture said, “Vagin'” which sounds like a new hip-yet-vulgar verb to refer to girl time. As in, “Yo girl, what are you up to tonight?” “You know, just vagin’ with the girls, watching Clueless and drinking wine. You wanna join?” If this isn’t a thing already, it belongs in Urban Dictionary right next to “sexit”

  • fbcreations

    All of them are star studded, but the white Simone Rocha dress combination is my favorite. Here’s to your September-appropriate series of outfits!

  • Number 2 and Number 3 are my favorites!!

    • oh wait…I love 4 and 5 too! hahaha. DIdn’t see them at first.

  • Bailey

    Last look= never nude?

  • Not a big denim shorts lover but I liked seeing how you paired yours….the last outfit was a fun surprise (never thought about wearing those shorts as ‘underwear’!)

  • You style everything so great!! i actually really like the white boots with the sweater and shorts outfit.
    And those fringe heels are a ridiculous $120 score!! *clap clap*

  • Loving the style! you have made these denim shorts look amazing here


    Website | Winston & Willow


  • Reyes

    Great looks!! Love the denim underneath de dress! ๐Ÿ™‚


  • CarlotaLMorais

    Those valentino shoes bring back my childhood! I had a similar pair because I loved Dorothy and dressed up a lot like her!
    Love the mix of blues and the red of the shoes from the 1 outfit, my favourite!

  • diane

    Perhaps a better shoe choice for the third outfit would be the white studded Isabel Marant loafers from the same collection; I just spotted them on sale online but I will not let myself be tempted. (I will not, I will not….)

  • monkeyshines
  • Kristen

    I neeeeed that blk denim leather jacket in my life.

  • Tessa

    There’s been mention of a “rut” lately, but this post proves you wrong. I adore this post, and I wish to live in looks #2-4. Thanks for inspiring me out of my own personal (actual) style rut!

  • Sofia

    Amazing looks as always! And those fringed sandals are everything!

  • Alysha

    Look #5 could also named be ode to Tobias Funke ๐Ÿ™‚

  • sue

    this outfit ensemble is pretty chic cool awesome rolled into one!

  • StyleGodis

    Denim cutoffs are a summer necessity and no one will tell me otherwise! You make them look great

  • Jaylen

    I’m so inspired!
    Please everyone check out my blog, I think I have some really awesome outfits I want to share with the world


    I love you manrepeller???did i spelled that right???

  • Tamara

    Not sure I’m understanding where you think you have FUPA…

  • Costume De Rigueur

    the last outfit is my favorite! amazing…


  • saily

    Loving the style!! best outfits
    thanks for sharing

  • carter

    where did you get the nude shoes in outfit #2?

  • Bre

    I’m CRUSHING on the white dress, does anyone have any recommendations where I can get something similar, but for less? Much appreciated!!